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Ammonia → HCID 22063482、化合物

HRID 1666161
ノート
印刷プレビュー

反応式

HRID 1666161 の反応式
C(O[CH:9]1[C:14](=[O:15])[NH:13][C:12]2[CH:16]=[CH:17][CH:18]=[C:19]([C:20](=[O:26])[CH:21](OCC)O)[C:11]=2[O:10]1)C1C=CC=CC=1.[CH:27]([C:30]1[CH:35]=[CH:34][C:33]([CH2:36][C:37]([NH2:40])([CH3:39])[CH3:38])=[CH:32][CH:31]=1)([CH3:29])[CH3:28].[BH4-].[Na+].Cl.N>C(O)C.CC(C)=O.C(OCC)(=O)C.O>[CH2:20]([O:26][C:17]1[CH:18]=[C:19]([CH:20]([OH:26])[CH2:21][NH:40][C:37]([CH3:38])([CH3:39])[CH2:36][C:33]2[CH:32]=[CH:31][C:30]([CH:27]([CH3:29])[CH3:28])=[CH:35][CH:34]=2)[C:11]2[O:10][CH2:9][C:14](=[O:15])[NH:13][C:12]=2[CH:16]=1)[C:19]1[CH:11]=[CH:12][CH:16]=[CH:17][CH:18]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

10

反応物 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 22063456HCID 22063456、化合物HCID 22063484HCID 22063484、化合物

生成物 1

HCID 22063482HCID 22063482、化合物

試薬・触媒・溶媒 4

HCID 180
Acetone
溶媒
HCID 702Ethanol溶媒
HCID 962Water溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

2.18 g (6.1 mmol) of benzyloxy-8-(2-ethoxy-2-hydroxyacetyl)-4H-benzo[1,4]oxazin-3-one and 1.1 g (5.8 mmol) of 2-(4-isopropylphenyl)-1,1-dimethylethylamine are stirred in 40 mL ethanol at 50° C.-80° C. for one hour. After cooling to ambient temperature, 0.24 g (6.3 mmol) sodium borohydride is added. The mixture is stirred for one hour, diluted with 5 mL acetone, and stirred for a further 30 minutes. The reaction mixture is acidified with hydrochloric acid, combined with 100 mL water and 80 mL ethyl acetate, and made alkaline with ammonia. The organic phase is separated off, dried with sodium sulfate, and freed from solvent. The residue is dissolved in 20 mL ethyl acetate and 10 mL water, acidified with concentrated hydrochloric acid and diluted with diethyl ether. After the addition of a crystallization aid, the solid precipitate is suction filtered and washed. White solid. Yield: 1.7 g (52%, hydrochloride); melting point: 220° C.-222° C.

後処理

  1. stirringstirred for a further 30 minutes
  2. customThe organic phase is separated off
  3. dry with materialdried with sodium sulfate
  4. dissolutionThe residue is dissolved in 20 mL ethyl acetate
  5. additiondiluted with diethyl ether
  6. additionAfter the addition of a crystallization aid
  7. filtrationfiltered
  8. washwashed

出典と根拠

ORDレコード
ord-5014b6fc3bbd42f587dee11b16f1b5cf
出典データセット
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08044046B2

反応ノート

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